We are excited to welcome Winter Ryleigh to our website receiving her very first caning! Winter has been a very naughty girl who has been sent to Headmistress Matthews to be dealt with and is understandably nervous... having received 3 demerits which means a caning punishment. First, she is soundly spanked over Miss Matthew's lap on her bare bottom before being told to bend over the desk, her bare bottom bared and exposed, ready for her caning. Winter receives six strong, measured sharp strokes of the school's Reformatory Cane that leave visible welts of shame across her quivering cheeks. <... Show more